Application of copper(II)-mediated radical cross-dehydrogenative coupling to prepare spirocyclic oxindoles and to a formal total synthesis of Satavaptan

Timothy E. Hurst, Ryan Gorman, Pauline Drouhin, Richard J.K. Taylor*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


Application of radical cross-dehydrogenative coupling (CDC) procedures to prepare a range of novel spirocyclic oxindoles and to a formal total synthesis of the vasopressin V2 receptor antagonist Satavaptan is reported. The key step involves a copper-mediated oxidative cyclisation of a simple linear anilide precursor to give the spirocyclic oxindole core. This synthetic approach was also used to prepare novel Satavaptan scaffolds and analogues.

Original languageEnglish
Pages (from-to)6485-6496
Number of pages12
Issue number45
Early online date13 Sept 2018
Publication statusPublished - 8 Nov 2018

Bibliographical note

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  • Analogue synthesis
  • Copper
  • Cross-dehydrogenative coupling
  • Total synthesis
  • Vasopressin antagonists

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